N-methoxy-N,4-dimethylbenzamide

Base Information

• Chemical Name: N-methoxy-N,4-dimethylbenzamide
• CAS No.: 122334-36-5
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2924299090
• European Community (EC) Number: 835-824-7
• DSSTox Substance ID: DTXSID20408645
• Nikkaji Number: J951.351E
• Wikidata: Q82214184
• Mol file: 122334-36-5.mol

Synonyms:N-methoxy-N,4-dimethylbenzamide;122334-36-5;4,N-Dimethyl-N-methoxybenzamide;Benzamide, N-methoxy-N,4-dimethyl-;N-4-Dimethoxy-N-methylbenzamide;SCHEMBL870352;N-methoxy-N-methyl-p-toluamide;DTXSID20408645;JFLVXYRFUSRSCR-UHFFFAOYSA-N;N-methoxy-N, 4-dimethylbenzamide;AM707;XEA33436;MFCD02684311;N-methoxy-N-methyl-4-methylbenzamide;AKOS008953273;DS-18013;FT-0654994;M3098;C71841;F1903-0115

Chemical Property of N-methoxy-N,4-dimethylbenzamide

Chemical Property:

• Vapor Pressure: 0.000363mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 318.4 °C at 760 mmHg
• Flash Point: 146.3 °C
• PSA: 29.54000
• Density: 1.07 g/cm³
• LogP: 1.62840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

N-Methoxy-N,4-dimethylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)N(C)OC
• Uses: N-Methoxy-N,4-dimethylbenzamide is used in the synthesis of Fingolimod (F342045)

Technology Process of N-methoxy-N,4-dimethylbenzamide

There total 16 articles about N-methoxy-N,4-dimethylbenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

p-Toluic acid (99-94-5) + N,0-dimethylhydroxylamine (1117-97-1) → N-methoxy-N,4-dimethylbenzamide (122334-36-5)

Guidance literature:

p-Toluic acid; N,0-dimethylhydroxylamine; In toluene; at 0 ℃; for 0.166667h;

With phosphorus trichloride; In toluene; at 20 - 60 ℃; for 0.5h;

DOI:10.1055/s-0033-1340317

Reference yield: 97.0%

carbon monoxide (201230-82-2) + para-bromotoluene (106-38-7) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-N,4-dimethylbenzamide (122334-36-5)

Guidance literature:

With potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 105 ℃; for 12h; under 2250.23 Torr; Reagent/catalyst; Pressure; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra04614e

Reference yield: 95.0%

C6H18N3O3P (1062512-43-9) + p-Toluic acid (99-94-5) → N-methoxy-N,4-dimethylbenzamide (122334-36-5)

Guidance literature:

In toluene; at 60 ℃;

DOI:10.1021/ol901886u

upstream raw materials:

N-methyl-N-(4-methylbenzoyl)hydroxylamine

methyl p-methoxybenzenesulfonate

p-Toluic acid

N,0-dimethylhydroxylamine

Downstream raw materials:

tert-butyl 3-oxo-3-(p-tolyl)propanoate

2,2-Dimethyl-N-<3-(4-methylbenzoyl)-2-pyridinyl>-propanamide

para-methylacetophenone

4-(bromomethyl)-N-methoxy-N-methylbenzamide